One can only speculate what was going on in these morons' heads but it is much easier to hurt someone if they are part of a faceless crowd and you don't view them as individuals. Seeing Brooks Brown alone outside the school building, made him stand out as an individual as opposed to the undifferentiated group inside. It probably would have felt like "murder" to then kill him whereas they justified the crimes they were about to commit inside because it was just a mob they were going to shoot into. I don't believe in Hell so I can't answer that part.
They both murdered people in cold blood. I don't think God, if he exists, allows folks like that into heaven, do you?
As for why he told Brooks Brown she could go, who knows? They were both mentally unstable and not necessarily acting in a sane, logical manner.
If you are looking for a logical answer, then neither. You cannot involve religion and expect to get a valid answer, because religion is based off opinion, not fact.
Most surely hell. Only those who are 100% good can go to heaven. Some people have been given real visions of heaven and/or hell or experienced one of them in near death experiences. These three videos show examples. The last link is a test you can do to see where you are currently headed.
Source(s)
Bill Wiese: Vision of Hell
On, April 20 1999, on the columbine shooting Eric Harris told someone named brooks brown "I like you now. Get outta here, go home" he obviously had sme sympathy and wasn't fully a bad person. Do you think they're in heaven or hell now? Why didn he tell any of the other students they could go home?